Atropisomerism in some N,N′-diaryl-2-iminothiazoline derivatives: Chiral separation and configurational stability

Abstract

Semi-preparative resolution of the atropisomers by chiral liquid chromatography and determination of the barriers to rotation has allowed an unequivocal identification of the regioisomers produced by the reaction between N-(2-methoxyphenyl)-N′-(2-methylphenyl)thiourea and a-chloroacetone. Attention is drawn on the potential use of these optically pure atropisomers as new non-biaryl ligands for enantioselective metal catalysis.